Issue 33, 2023

Stereodefined synthesis of cyclic amidines by domino 1,7-H shift and 6π electrocyclisation

Abstract

Unsaturated N2-sulfonyl amidines are transformed into valuable N-heterocyclic products when heated with BF2OTf. Mechanism studies suggest a domino 1,7-H shift, activating a C–H bond, followed by electrocylisation that results in stereodefined cyclic amidines.

Graphical abstract: Stereodefined synthesis of cyclic amidines by domino 1,7-H shift and 6π electrocyclisation

Supplementary files

Article information

Article type
Communication
Submitted
06 Mar 2023
Accepted
29 Mar 2023
First published
04 Apr 2023
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2023,59, 4899-4902

Stereodefined synthesis of cyclic amidines by domino 1,7-H shift and 6π electrocyclisation

M. L. Martin, C. Wilson and A. Boyer, Chem. Commun., 2023, 59, 4899 DOI: 10.1039/D3CC01127E

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